

Freelance to Founder
Millo
Freelance to Founder is a call-in show helping real-life freelancers grow their businesses and escape the feast-famine lifestyle.
The podcast is hosted by Preston Lee, a former freelancer who has started, built, and even sold successful businesses of his own.
Preston is joined nearly every weekday by other expert founders, freelancers, and entrepreneurs to help you take your solo business to the next level.
You can submit your questions at FreelanceToFounder.com/ask
If you enjoy content from shows like The Futur, Being Freelance, The Accidental Creative, Smart Passive Income, or The Side Hustle Show, then you'll love Freelance to Founder.
Join us every weekday to take the next step on your journey from ... freelance to founder.
The podcast is hosted by Preston Lee, a former freelancer who has started, built, and even sold successful businesses of his own.
Preston is joined nearly every weekday by other expert founders, freelancers, and entrepreneurs to help you take your solo business to the next level.
You can submit your questions at FreelanceToFounder.com/ask
If you enjoy content from shows like The Futur, Being Freelance, The Accidental Creative, Smart Passive Income, or The Side Hustle Show, then you'll love Freelance to Founder.
Join us every weekday to take the next step on your journey from ... freelance to founder.
Episodes
Mentioned books

Feb 10, 2026 • 18min
Family vs. Business
Lauren is navigating a pivotal moment in her entrepreneurial journey—her business has taken off since becoming a parent, but she's struggling to find harmony between her family's needs and her business ambitions. Preston and Lindsay dive deep into the messy, beautiful reality of being a parent-entrepreneur, sharing hard-earned wisdom about energy management, setting boundaries, and creating a life where both your family and your business can thrive. This episode is a raw, honest look at how to grow your dreams without losing sight of what matters most.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Lindsay -> https://www.DearFoundHer.com
Follow Lindsay on Instagram -> https://www.instagram.com/DearFoundHer Learn more about your ad choices. Visit megaphone.fm/adchoices

Feb 9, 2026 • 20min
Should I Give Up and Go Back to Corporate?
Nicole is standing at a critical crossroads in her entrepreneurial journey. After leaving corporate America to start her own business, she's wrestling with doubts and financial uncertainty. Preston and Lindsay dive deep into the crucial strategies for new entrepreneurs facing this make-or-break moment: understanding that business success is a marathon, not a sprint, and learning how to navigate the challenging early stages of building your own venture.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Lindsay -> https://www.DearFoundHer.com
Follow Lindsay on Instagram -> https://www.instagram.com/DearFoundHer
Learn more about your ad choices. Visit megaphone.fm/adchoices

Feb 6, 2026 • 19min
Where Should You Spend Your Money?
Amanda is standing at a critical crossroads in her entrepreneurial journey, wrestling with one of the most challenging questions every bootstrapper faces: How do I strategically spend my limited funds without taking on investors? In this powerful episode, seven-figure entrepreneur Lindsay Pinchuk breaks down the exact playbook for making smart financial decisions that can transform a bootstrapped business from surviving to thriving. With candid insights from her own entrepreneurial path—building a multi-million dollar company from just a $500 investment—Lindsay reveals the nuanced art of investing in your business, from strategic hiring to game-changing software and network opportunities that actually move the needle.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Lindsay -> https://www.DearFoundHer.com
Follow Lindsay on Instagram -> https://www.instagram.com/DearFoundHer Learn more about your ad choices. Visit megaphone.fm/adchoices

Feb 5, 2026 • 18min
From Manager to Solopreneur
Kevin is standing at a pivotal crossroads in his professional journey—transitioning from managing teams to becoming a solopreneur. Preston Lee and Moe Choice dive deep into the mental and strategic shifts required when moving from leading groups to leading yourself. With insights from Moe's extensive background as a six-time co-founder and leadership coach, this episode unpacks the emotional landscape of going solo, building support networks, finding the right mentors, and discovering the unique freedom of being your own boss.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Moe on Linkedin -> https://www.linkedin.com/company/moechoice/
Join Moe's FREE webinar -> https://moechoice.com/podcast Learn more about your ad choices. Visit megaphone.fm/adchoices

Feb 4, 2026 • 25min
Why You Still Don't Feel "Free"
Daniel is trapped in a calendar packed with work, questioning the true meaning of a "freedom-based business." Preston and Moe dive deep into the nuanced world of solopreneurship, unpacking what freedom really means—and it's not just about having an empty calendar. From passionate contribution to strategic positioning, this episode reveals how to create a business that doesn't just provide income, but fuels your daily excitement and purpose.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Moe on Linkedin -> https://www.linkedin.com/company/moechoice/
Join Moe's FREE webinar -> https://moechoice.com/podcast Learn more about your ad choices. Visit megaphone.fm/adchoices

Feb 3, 2026 • 21min
The 'Freelancer Trap'
Alex has built a solid freelance income but feels trapped in a cycle of trading time for money. Seeking to transform his business from a job-like grind to a strategic growth engine, he asks a critical question: How do you know when it's time to completely redesign your business or just keep working harder on what you've already got going? Preston and Moe dive deep into the strategies that help freelancers break free from the "bricklayer" mentality and become true business owners who sell transformative outcomes.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Moe on Linkedin -> https://www.linkedin.com/company/moechoice/
Join Moe's FREE webinar -> https://moechoice.com/podcast
Learn more about your ad choices. Visit megaphone.fm/adchoices

Feb 2, 2026 • 18min
Burned in the Past & Scared to Hire
When bad contractor experiences leave you gun-shy about hiring, how do you rebuild trust and create a successful team? Emily's struggle with past hiring mishaps is a common challenge for freelancers and agency owners. In this episode, Preston and Kevin Rice dive deep into the art of effective hiring, offering practical strategies for finding, integrating, and supporting contractors that truly add value to your business. From communication techniques to creating robust systems, they reveal how to transform hiring from a source of stress to a powerful growth strategy.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Kevin on Linkedin -> https://www.linkedin.com/in/kmrice/
Listen to Kevin's podcast -> https://www.ceosandabcs.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Jan 30, 2026 • 19min
You've Got to Stop Doing Everything
Mark is stuck in the freelance grind—working nonstop and wondering how to transform his solo operation into a real company. Preston Lee and Kevin Rice dive deep into the critical moment when freelancers must shift from doing everything themselves to building a sustainable business. Drawing from Kevin's experience scaling a two-person startup to a 200-person agency with a nine-figure exit, this episode reveals the strategic secrets of knowing when and how to start delegating, hiring, and working on your business instead of in your business.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Kevin on Linkedin -> https://www.linkedin.com/in/kmrice/
Listen to Kevin's podcast -> https://www.ceosandabcs.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Jan 30, 2026 • 21min
Is Work-Life Balance a Myth?
Kevin Rice knows the delicate dance of entrepreneurship and fatherhood all too well. After scaling his digital agency to a nine-figure exit, he discovered the hard truth that success means nothing if it comes at the cost of your family connections. In this powerful episode, Kevin shares his personal journey of learning to be an intentional parent while building a thriving business, offering a roadmap for entrepreneurs struggling to balance professional ambition with meaningful family time.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Kevin on Linkedin -> https://www.linkedin.com/in/kmrice/
Listen to Kevin's podcast -> https://www.ceosandabcs.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Jan 28, 2026 • 34min
Can You Break the 7-Figure Barrier?
Michael is standing at a critical crossroads in his entrepreneurial journey—desperate to break through the seven-figure barrier but unsure how to transform his current six-figure business into something truly scalable. In this episode, Charles Gaudet, CEO of Predictable Profits and renowned business coach, cracks open the playbook for moving beyond referrals and hard work into a strategic, demand-driven growth strategy. From leveraging LinkedIn to understanding the nuanced art of content creation and AI-proof marketing, this conversation is your blueprint for building a business that doesn't just grow, but multiplies.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Charles -> https://www.linkedin.com/in/charlesgaudet/
Charles' Website -> https://predictableprofits.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices


